Ammonia → 6-Chloropyridazine-3-carboxamide

HRID 1870767Notes

Reaction equation

HRID 1870767 reaction equation
[NH3:1].[Cl:2][C:3]1[N:8]=[N:7][C:6]([C:9]([O:11]CCCC)=O)=[CH:5][CH:4]=1>CO>[Cl:2][C:3]1[N:8]=[N:7][C:6]([C:9]([NH2:1])=[O:11])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 22622489Butyl 6-chloropyridazine-3-carboxylate

Product 1

HCID 125775576-Chloropyridazine-3-carboxamideYield 95.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Excess gaseous ammonia was added to an ice bath cooled solution of n-butyl 6-chloropyridazine-3-carboxylate (40 g) in methanol (280 ml). The mixture was stirred at ambient temperature for 4 hours and the resulting residue filtered off, washed with methanol (20 ml) and dried to give 6-chloropyridazine-3-carboxamide (28.05 g, 95.5% yield), mpt. 243-5° C.

Workup

  1. filtrationthe resulting residue filtered off
  2. washwashed with methanol (20 ml)
  3. customdried

Sources & evidence

ORD record
ord-fbcfedc830914f0c8cce7689a338105b
Source dataset
uspto-grants-2000_08
Patent number
US06100258

Reaction notes

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